Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C–F bond activation†,10.1039/C6OB02825J

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Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C–F bond activation†

Kodai Saito,Taishi Umi,Takayuki Yamada,Takuya Suga,Takahiko Akiyama

Organic & Biomolecular Chemistry Pub Date : 01/24/2017 00:00:00 , DOI:10.1039/C6OB02825J

Abstract

The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C–F bond activation has been achieved by the use of the NbCl₅ catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.